研究者データベース

山田 幸司(ヤマダ コウジ)
地球環境科学研究院 物質機能科学部門 生体物質科学分野
准教授

基本情報

所属

  • 地球環境科学研究院 物質機能科学部門 生体物質科学分野

職名

  • 准教授

学位

  • 博士(工学)(大阪大学)

J-Global ID

研究キーワード

  • センシング   有機合成   化学発光色素   蛍光色素   

研究分野

  • ものづくり技術(機械・電気電子・化学工学) / 電子デバイス、電子機器

職歴

  • 2006年04月 - 現在 北海道大学 大学院地球環境科学研究院 准教授
  • 2005年04月 - 2006年03月 神奈川科学技術アカデミー 博士研究員
  • 2002年04月 - 2006年03月 慶應義塾大学 理工学部応用化学科 助手(有期)
  • 2001年09月 - 2002年03月 東京大学 大学院総合文化研究科 学術研究支援員
  • 2000年04月 - 2001年08月 東京大学 教養学部 教務補佐員

学歴

  •         - 2000年   大阪大学   工学研究科   分子化学専攻
  •         - 2000年   大阪大学
  •         - 1997年   大阪大学   工学研究科   分子化学専攻
  •         - 1997年   大阪大学
  •         - 1995年   大阪大学   工学部
  •         - 1995年   大阪大学

所属学協会

  • 有機合成化学協会   光化学協会   日本化学会   日本分析化学会   

研究活動情報

論文

  • Li Guanglei, Otsuka Yu, Matsumiya Takuya, Suzuki Toshiyuki, Li Jianye, Takahashi Masashi, Yamada Koji
    MATERIALS 11 8 2018年08月 [査読有り][通常論文]
  • Hafuka, Akira, Satoh, Hisashi, Yamada, Koji, Takahashi, Masahiro, Okabe, Satoshi
    MATERIALS 11 5 2018年05月 [査読有り][通常論文]
     
    We developed an asymmetric fluorescent sensor 1 for Cu2+, based on 4,4-difluoro-4-bora- 3a, 4a-diaza-s-indacene (BODIPY), by introducing 4-carboxyphenyl and bis(pyridin-2-ylmethyl) amine groups at the 5- and 3-positions, respectively, of the BODIPY core. We then investigated the photophysical and cation-sensing properties of the sensor. BODIPY 1 showed large absorption and fluorescence spectral shifts on binding to Cu2+. The fluorescence peak at 580 nm red-shifted to 620 nm. The binding stoichiometry of BODIPY 1 and Cu2+ was 1:3. The ratio of the fluorescence intensity at 620 nm to that at 580 nm (F-620/F-580) increased with increasing concentration of Cu2+ (3-10 equiv); this enabled ratiometric determination of Cu2+. Although BODIPY 1 showed good selectivity for Cu2+, there was an interfering effect of Fe3+. BODIPY 1 could be used for the naked-eye detection of Cu2+ in a water-containing sample.
  • Akira Hafuka, Ryosuke Kando, Kohei Ohya, Koji Yamada, Satoshi Okabe, Hisashi Satoh
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN 88 3 447 - 454 2015年03月 [査読有り][通常論文]
     
    In this paper, we investigated the effects of substitution at the 5-position of an asymmetric BODIPY cation sensor to tune its spectroscopic, photophysical, and cation-sensing properties. We introduced substituent groups with differing electron density at the 5-position of 3-[bis(pyridine-2-ylmethyl)amino]-BODIPY, which contains a cation recognition moiety at the 3-position of the BODIPY core, to develop four sensors which all exhibited distinctive ratiometric spectral changes in the presence of Cu2+. Aromatic substitution increased the Stokes shift. Substitution with the electron-withdrawing sulfonylphenyl group resulted in the highest fluorescence quantum yield, largest absorption coefficient, and largest spectral shift in the presence of Cu2+. The sulfonylphenyl-substituted sensor also exhibited excellent selectivity for Cu2+.
  • Akira Hafuka, Hiroaki Yoshikawa, Koji Yamada, Tsuyoshi Kato, Masahiro Takahashi, Satoshi Okabe, Hisashi Satoh
    WATER RESEARCH 54 12 - 20 2014年05月 [査読有り][通常論文]
     
    Fluorescence spectroscopy has great potential for on-site and real-time monitoring of pollutants in aquatic environments; however, its application to environmental aquatic samples has been extremely limited. In this study, a novel fluoroionophore based on a BODIPY-terpyridine conjugate was developed and applied to determine Zn concentrations in urban runoff. The fluoroionophore selectively bound to Zn2+ in water, which led to an instant red-shift of the fluorescence peak of the fluoroionophore from 539 nm to 567 nm that could be seen by the naked eye. Zn concentrations could be quantified using the ratio of fluorescence intensities, and the detection limit was 9 mu g/L, which is sufficiently low for environmental aquatic samples. To demonstrate applicability of the method to environmental samples, we measured Zn concentrations in urban runoff samples with a complex matrix (similar to 60 mg/L dissolved organic carbon and similar to 20 mS/cm electrical conductivity). The total and dissolved fractions of Zn in the samples could be determined by fluorescence spectroscopy and its relative error was estimated to be less than 30% by inductively coupled plasma-atomic emission spectroscopy analysis. The proposed method is rapid and easy-to-use with simple pretreatment for Zn determination in environmental aquatic samples with complex matrices. (C) 2014 Elsevier Ltd. All rights reserved.
  • Nako Maishi, Taisuke Kawamoto, Noritaka Ohga, Koji Yamada, Kosuke Akiyama, Kazuyuki Yamamoto, Takahiro Osawa, Yasuhiro Hida, Kyoko Hida
    ONCOLOGY REPORTS 30 4 1695 - 1700 2013年10月 [査読有り][通常論文]
     
    Fluorescent and luminescent tools are commonly used to study the dynamics of cancer progression and metastases in real-time. Fluorophores have become essential tools to study biological events. However, few can sustain fluorescence long enough during long-term studies. In the present study, we focused on a series of new amphiphilic fluorophores known as POLARIC (TM), which emit strong fluorescence in lipid bilayers and can be readily modified using the Suzuki-Miyaura cross-coupling reaction. Appropriate chemical modifications of substituent groups can improve target-site specificity, reduce cytotoxicity and prolong emission. Therefore, in contrast to conventional fluorescent probes, these fluorophores show promise for long-term monitoring of biological processes. In the present study, we conducted long-term observations of tumor growth and metastasis using a POLARIC derivative as a novel fluorescent probe. For this purpose, we studied the metastatic melanoma cell line A375-SM, which proliferates at a high rate. We compared the characteristics of the POLARIC probe with the commercially available fluorescent dye PKH26 and fluorescent protein mRFP1. A375-SM cells were labeled with these fluorescent probes and orthotopically implanted into nude mice. The fluorescence emitted by POLARIC was detected more than five weeks after implantation without causing detectable harmful effects on tumor growth. By contrast, fluorescence of cells labeled with PKH26 could not be detected at this same time. Furthermore, POLARIC-, but not PKH26-labeled cells, were also detected in lung metastases. These results indicate that labeling cells with POLARIC fluorophores can significantly extend the time course of in vivo studies on tumor cell growth.
  • Akira Hafuka, Hiroki Taniyama, Sang-Hyun Son, Koji Yamada, Masahiro Takahashi, Satoshi Okabe, Hisashi Satoh
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN 86 1 37 - 44 2013年01月 [査読有り][通常論文]
     
    Two novel asymmetric BODIPY fluoroionophores with dipicolylamine (BDP-DPA, dipicolylamine: bis(pyridyl-methyl)) and terpyridine (BDP-TPY) are described. These fluoroionophores display opposite wavelength responses on complexation with heavy metal ions. Furthermore, the fluorescence spectra vary depending on the ionic species. In particular, BDP-DPA shows a high affinity toward Cr3+ and upon complexation, the fluorescence spectrum blue-shifts from 591 to 566 nm. In contrast, BDP-TPY preferentially binds to Zn2+ and the fluorescence spectra red-shifts from 539 to 567 nm. BDP-TPY is the first example of asymmetric BODIPY with a pyridyl receptor at the 3 position showing red-shifted fluorescence by complexation with metal ions. The concentration of each metal ion was successfully determined by ratiometric measurement. The wavelength-responses characteristics of these fluoroionophores could be very useful in the development of novel ratiometric fluoroionophores for metal ions.
  • Toshiyuki Osakai, Tatsuya Yoshimura, Daichi Kaneko, Hirohisa Nagatani, Sang-Hyun Son, Yutaka Yamagishi, Koji Yamada
    ANALYTICAL AND BIOANALYTICAL CHEMISTRY 404 3 785 - 792 2012年08月 [査読有り][通常論文]
     
    The previously introduced technique of potential-modulated fluorescence (PMF) spectroscopy was used to study the potential-induced fluorescence change of some different dyes at the polarized 1,2-dichloroethane (DCE)/water (W) interface. A zwitterionic dye (POLARIC 488PPS) showed a PMF response similar to that for the previously studied dye (di-4-ANEPPS) with the same ionic state, and the PMF response was likewise explained by the potential-dependent reorientation of the dye at the DCE/W interface. Though a monocationic dye (POLARIC 488PM) showed no distinct PMF signal, a dicationic dye (di-2-ANEPEQ) showed two relatively weak but detectable PMF signals at lower and higher potential. It has thus been found that the ionic state of a potential-sensitive dye strongly influences the potential-induced reorientation of the dye at the interface and consequently its PMF response. These results support the reorientation/solvatochromic mechanism proposed for "slow" dyes but do not necessarily exclude the electrochromic mechanism proposed for "fast" dyes. PMF spectroscopy would provide useful information on the design of slow dyes for the measurement of the resting potential of cell membranes.
  • Yutaka Yamagishi, Sang-Hyun Son, Maiko Yuasa, Koji Yamada
    CHEMISTRY LETTERS 41 5 504 - 506 2012年05月 [査読有り][通常論文]
     
    Chemiluminescent solvatochromic dye has been synthesized by the condensation of a chemiluminescent moiety into a fluorescent solvatochromic dye via the Suzuki-Miyaura cross-coupling. The chemiluminescent wavelength is shifted by solvent polarity, and ratiometric measurement enables the accurate determination of the proportion of water in an aqueous acetone solution.
  • Sang-Hyun Son, Yutaka Yamagishi, Michiko Tani, Maiko Yuasa, Koji Yamada
    CHEMISTRY LETTERS 40 9 989 - 991 2011年09月 [査読有り][通常論文]
     
    We have designed and synthesized amphiphilic environment-sensitive fluorophore, POLARIC (TM), from four building blocks using Suzuki-Miyaura cross-coupling. The absorption and fluorescence spectra were measured in various micelles and vesicles. The results show that the emission wavelengths of these probes respond to the surface charge and stability of the self-assemblies.
  • Sang-Hyun Son, Yuko Abe, Maiko Yuasa, Yutaka Yamagishi, Naoki Sakai, Tokiyoshi Ayabe, Koji Yamada
    CHEMISTRY LETTERS 40 4 378 - 380 2011年04月 [査読有り][通常論文]
     
    The Suzuki-Miyaura cross-coupling was found to be effective for the modification of aromatic heterocyclic rings in solvatochromic fluorophores, thereby providing quantitative evaluation of the ring effects on photophysical properties. The effect of heteroatom, a beta-substituent,and the number of rings in the aromatic moiety were investigated systematically.
  • Yosuke Ando, Shinji Iino, Koji Yamada, Keitaro Umezawa, Naoko Iwasawa, Daniel Citterio, Koji Suzuki
    SENSORS AND ACTUATORS B-CHEMICAL 121 1 74 - 82 2007年01月 [査読有り][通常論文]
     
    This paper describes the preparation of a single-excitation, dual-emission type optical pH-sensing device using a newly designed proton-responsive boron-dipyrromethene derivative (KBH-01). The indicator dye was successfully synthesized and immobilized covalently on the surface of a porous glass support (Coming 7930, 13 mm x 30 mm size with a thickness of 1 mm) having a large internal surface area (250 m(2)/g) using a silane-coupling agent. The resulting pH glass optode shows dual fluorescence emission in aqueous buffer solutions of varying pH values, allowing ratiometric signal processing. The response curves are independent of buffer ionic strength. The sensor response was found to be reversible in the pH range from below 0.8 to 4.5 and showed good repeatability. The determination of pH of gastric juice samples was demonstrated as a possible practical application of the pH glass optode. The pH values determined by the pH glass optode corresponded reasonably to those measured by a field effect transistor (FET) pH meter. These results indicate that the novel pH glass optode can be employed as a pH-sensing device with high durability, sensitivity and accuracy for medical and environmental analyses. (c) 2006 Elsevier B.V. All rights reserved.
  • M Taguchi, K Yamada, K Suzuki, O Sato, Y Einaga
    CHEMISTRY OF MATERIALS 17 17 4554 - 4559 2005年08月 [査読無し][通常論文]
     
    A novel type of photocontrollable Prussian blue (PB) magnetic nanoparticle has been designed and prepared by using the reverse micelle technique. These magnetic nanoparticles possess a well-organized nanoscale structure. Reversible photoisomerization of azobenzene chromophores realized photoswitching of the magnetization. The photoisomerization of the composite materials was accompanied by a geometrically confined structural change within the reverse micelles, as reflected by changes in the dipole moment and the electrostatic field. As a result, the magnetization values could be switched reversibly by using alternating UV and visible light illumination.
  • YAMADA Koji, NOMURA Yuki, CITTERIO Daniel, IWASAWA Naoko, SUZUKI Koji
    Journal of the American Chemical Society 127 19 6956 - 6957 2005年05月 [査読無し][通常論文]
  • TAKAKURA K, TOYOTA T, YAMADA K, ISHIMARU M, YASUDA K, SUGAWARA T
    Chem. Lett. 2002(3), 3 404 - 405 2002年 [査読無し][通常論文]
  • K Yamada, T Toyota, K Takakura, M Ishimaru, T Sugawara
    NEW JOURNAL OF CHEMISTRY 25 5 667 - 669 2001年 [査読有り][通常論文]
     
    Three different colored fluorescent fatty acids containing BODIPY with extremely high fluorescence quantum yields have been synthesized as probes for investigating the dynamics of membranes. Colored vesicles containing each probe, which were located in the interior of the bilayer membranes, were distinguished from each other by fluorescence microscopy.
  • Hiroshi Imahori, Koji Yamada, Eiichi Yoshizawa, Kiyoshi Hagiwara, Tadashi Okada, Yoshiteru Sakata
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES 1 1 55 - 66 1997年 [査読有り][通常論文]
     
    V-shaped zinc porphyrin dimer and quinone with two pyridyl groups have been rationally designed and synthesized to assemble a porphyrin-quinone supramolecule with two coordination bonds. Selective formation of the 1:1 bridging structure between the host-guest molecules was seen by H-1 NMR and UV-Vis absorption spectroscopy. Molecular mechanics calculation suggests that the bridging structure has rigidity as well as flexibility in geometry between the redox pair, which supports the interpretation of H-1 NMR studies. Intramolecular photoinduced electron transfer from the excited singlet state of the porphyrin to the quinone was observed by steady-state fluorescence spectra and picosecond fluorescence lifetime measurements. (C) 1997 by John Wiley & Sons, Ltd.

その他活動・業績

  • 山田 幸司 化学工学 = Chemical engineering 75 (9) 589 -592 2011年09月05日 [査読無し][通常論文]
  • 加藤 亮, 長坂 隆広, 周 紅波, 孫 尚鉉, 服部 敏明, 山田 幸司 分析化学 = Japan analyst 60 (6) 521 -526 2011年06月 [査読無し][通常論文]
     
    A method for simply measuring water mixed into oil is restricted. In the present study, we synthesized a solvatochromic organic fluorescence dye. Changes in the fluorescence spectra and the luminescent color to change of the amount of water in the oil of this fluorescence dye were investigated. In dioxane, which is a low dielectric constant solvent, the color changed from green to yellow and a bathochromic shift of the fluorescence spectra was observed by the increase in moisture. These results suggested that the water selectively solvated to the fluorescence dye. On the other hand, in acetonitrile, which is a high dielectric constant solvent, the bathochromic shift observed by the increase in water showed almost the same tendency as the bathochromic shift accompanying the increase in the dielectric constant. However, the color showed only yellow in a visible observation. The visual detection of water will be applied to some low-dielectric organic solvents and lubricating oils.
  • 山田 幸司 光化学 = Photochemistry 39 (1) 45 -46 2008年05月30日 [査読無し][通常論文]
  • 山田 幸司 ぶんせき (390) 293 -294 2007年06月05日 [査読無し][通常論文]
  • 脱水縮合によって変色する蛍光反応インジケータ
    第81回日本化学会春季年会 2002年 [査読無し][通常論文]

特許

受賞

  • 2008年04月 日本化学会第88春季年会優秀講演賞(学術)
     
    受賞者: 山田 幸司

教育活動情報

主要な担当授業

  • 生体物質科学特論Ⅰ
    開講年度 : 2018年
    課程区分 : 修士課程
    開講学部 : 環境科学院
    キーワード : 糖質、核酸、タンパク質、脂質、バイオマス利用 Carbohydrate, Nucleic acid, Protein, Lipid, Biomass
  • 化学Ⅱ
    開講年度 : 2018年
    課程区分 : 学士課程
    開講学部 : 全学教育
    キーワード : 有機化合物、官能基、分子構造、化学的性質、化学反応、機能性有機物、生体関連有機物質


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